Synthesis of Marasmic Acid

Structure of Marasmic Acid

C15H18O4

Principal investigatorRobert B. Woodward
Publication year1976
Synthesis typeTotal
Number of steps 8 (linear)
References
Part 1 of 1
intermediate structure + intermediate structure
CH2Cl2
RT, 36 h
intermediate structure + intermediate structure
TsOH, Isobutylene
CH2Cl2
RT, 4 d
intermediate structure + intermediate structure
KOt-Bu
PhH, t-BuOH
RT, 10 min, 44% (3 steps)
intermediate structure
i-Bu2AlH
PhMe
-78 °C, 4 h
intermediate structure
NaBH4
MeOH
RT, 15 min, 65% (2 steps)
intermediate structure
Phosgene, Quinoline
Et2O
0 °C, 45 min, 91%
intermediate structure
Et3N
DMSO
15 °C, 45 min, 25%
intermediate structure
CF3CO2H
PhH
RT, 30 min, 50%
intermediate structure